Shelly, Middlebrooks & O'Leary

04/07/2026

It's Important to have the right coverage when you're on the road. Our Truckers GL product can offer you peace of mind so you can focus on driving.

Instant Phone Quote

04/02/2026

Let’s build something great together! We’re digging into contractors risks and want to help your agency build upon the oppurtunites in the market and write your contractor risks with SMO.

04/01/2026

High Value Homeowners Insurance, A unique solution for your unique home. Our HO3 program targets a wide variety of mid to high-value residential risks in Florida, Georgia, North Carolina, South Carolina & Texas.

03/31/2026

As a vehicle dealer or repair shop, your insured has a unique set of insurance needs. Shelly, Middlebrooks & O'Leary can provide the right insurance to make sure they are covered in the case of an accident.

03/26/2026

If your agency is insuring commercial truckers you need to check out the new "DRIVEN" product from Canal. Give our office a call today for access to this product for your commercial truckers.

03/26/2026

From client visits to running errands, SMO keeps businesses moving with reliable coverage for the vehicles they depend on!

BUSINESS TYPES:
• Contracting & Trucking Business
• Garage Operation
• Medical / Dental Office
• Real Estate Agency
• Religious Organization
• Salesperson
• School & Educational Business
• Social Service Agency
• Traveling Medical Professional
• All Other Commercial PPT Autos

02/24/2026

Come see SMO at the PIA of Florida Annual Conference. Shelly, Middlebrooks & O'Leary will be in St Pete for the next two days meeting with agents and finding ways to help agencies grow in 2026.

02/18/2026

Park your mobile business risks with Shelly, Middlebrooks & O'Leary. SMO can provide multiple carrier options for light to medium duty commercial auto risk. Give our office a call today for terms on your commercial auto risks.

02/17/2026

Will we see you in attendance during the PIAFL Annual Conference? Make sure to say hello and learn more about how SMO can help your agency grow in 2026!

February 23-24, 2026

01/30/2026

SMO will LIFT your garage service operations book of business to new heights!
Our Top Classes:
-Tire dealers
-Heavy Truck repair
-Towing
-Private Passenger Repair

01/29/2026

SMO can lend a hand with your commercial rental accounts. We have capacity to insure;
- Light & Medium trucks or cargo vans
- Rented to individuals or businesses
- Occasional need to move thier own their own property
We can help you box up these classes of business and deliver for your clients.

01/28/2026

The best operators deserve the best rate. Shelly, Middlebrooks & O'Leary delivers with commercial trucking pricing that rewards your best accounts. From local to long haul and independent owners to fleet operators SMO has multiple carrier markets for your trucking clients.